98$2,500,000
5 bd · 5 ba · 4,661 sqft
5526 Marleon Dr, Windermere, FL
Benjamin Attwood · SERHANT
Homes with a Pool in Windermere, FL
Hide MapHomes with a Pool in Windermere, FL
24 of 234 Listings
98$2,500,000
5 bd · 5 ba · 4,661 sqft
5526 Marleon Dr, Windermere, FL
Benjamin Attwood · SERHANT
Price Reduced33$1,159,000
4 bd · 4 ba · 2,665 sqft
12989 Westside Village Loop, Windermere, FL
Ramon Brandao · WEBB FLORIDA REALTY LLC
Price Reduced90$3,580,000
5 bd · 7 ba · 5,362 sqft
4302 Isabella Cir, Windermere, FL
Sean Rozanski · JC FLORIDA REALTY LLC
Price Reduced90$3,580,000
5 bd · 7 ba · 5,362 sqft
4302 Isabella Cir, Windermere, FL
Sean Rozanski · JC FLORIDA REALTY LLC
30$880,000
4 bd · 3 ba · 2,648 sqft
6309 Earthgold Drive, Windermere, FL
Vanessa Bruno Juca · REALTY HUB
30$880,000
4 bd · 3 ba · 2,648 sqft
6309 Earthgold Dr, Windermere, FL
Vanessa Bruno Juca · REALTY HUB
53$870,000
4 bd · 3 ba · 3,746 sqft
9043 Horizon Pointe Trail, Windermere, FL
Matine Pawlicki · CENTURY 21 CARIOTI
53$870,000
4 bd · 3 ba · 3,746 sqft
9043 Horizon Pointe Trl, Windermere, FL
Matine Pawlicki · CENTURY 21 CARIOTI
79$775,000
4 bd · 3 ba · 2,224 sqft
8291 Procida Isle Lane, Windermere, FL
Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES
79$775,000
4 bd · 3 ba · 2,224 sqft
8291 Procida Isle Ln, Windermere, FL
Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES
Price Reduced43$1,755,000
5 bd · 5 ba · 4,219 sqft
1480 Hempel Avenue, Windermere, FL
Adriana Sanchez · AROD PARTNERS REALTY
Price Reduced43$1,695,000
5 bd · 5 ba · 4,219 sqft
1480 Hempel Ave, Windermere, FL
Adriana Sanchez · AROD PARTNERS REALTY
40$969,000
5 bd · 5 ba · 3,797 sqft
9609 Westover Club Circle, Windermere, FL
John Petit · ALPHA R.E. OF CENTRAL FL LLC
40$969,000
5 bd · 5 ba · 3,797 sqft
9609 Westover Club Cir, Windermere, FL
John Petit · ALPHA R.E. OF CENTRAL FL LLC
29$3,599,000
5 bd · 7 ba · 5,342 sqft
3986 Isabella Cir, Windermere, FL
Ricardo Konageski da Fonseca · WRA BUSINESS & REAL ESTATE
29$3,599,000
5 bd · 7 ba · 5,342 sqft
3986 Isabella Circle, Windermere, FL
Ricardo Konageski da Fonseca · WRA BUSINESS & REAL ESTATE
53$2,240,000
4 bd · 6 ba · 4,812 sqft
6102 S Hampshire Ct, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
53$2,240,000
4 bd · 6 ba · 4,812 sqft
6102 S Hampshire Ct, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
95$1,500,000
5 bd · 4 ba · 3,656 sqft
17526 Black Rail Street, Windermere, FL
Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO
95$1,500,000
5 bd · 4 ba · 3,656 sqft
17526 Black Rail St, Windermere, FL
Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO
Price Reduced71$1,895,000
6 bd · 6 ba · 5,869 sqft
4282 McKinnon Rd, Windermere, FL
Shelley Dawson · COMPASS FLORIDA LLC
13$5,500,000
6 bd · 8 ba · 6,442 sqft
1330 Lake Olivia, Windermere, FL
Ana Rubio · EMPIRE NETWORK REALTY
13$5,500,000
6 bd · 8 ba · 6,442 sqft
1330 Lake Olivia, Windermere, FL
Ana Rubio · EMPIRE NETWORK REALTY
Price Reduced71$1,945,000
6 bd · 6 ba · 5,869 sqft
4282 McKinnon Road, Windermere, FL
Shelley Dawson · COMPASS FLORIDA LLC
Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.1% of asking price
Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026